Gabriella Massaro

Gabriella Massaro Real Estate Agent 🇺🇸

$1,000,000.00
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
4 beds
4 baths
5,264 sqft
$1,000,000.00
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
Gabriella Massaro
$1,000,000.00
4 beds
4 baths
5,264 sqft
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
For Sale
Photo 1
  • Built in 1974
  • 4 garage spaces
  • $189.97/sqft
  • Lot size: 1 acres

Positioned on one of the largest homesites in the sought after Saddlebrook community, this two story residence offers a rare chance to create your ideal Florida retreat in a location that continues to grow in demand. Set along the golf course with sweeping fairway views, the home features 4 bedrooms, 4 bathrooms, and a spacious layout ready to be reimagined. A 4 car garage provides exceptional storage, workshop space, or room for a collector’s vehicles which is an uncommon feature within the community. Whether you choose to renovate and customize the existing structure or design and build a new vision from the ground up, the setting provides the perfect foundation. An expansive second floor balcony captures peaceful morning sunrises and relaxing evening views, creating a natural extension of indoor outdoor living. Saddlebrook is centered around the renowned Saddlebrook Resort, offering optional club membership with golf, tennis, dining, pools, and social experiences. Residents enjoy a tranquil, established neighborhood feel while remaining just a short drive to the Tampa Premium Outlets, shopping, restaurants, and major commuter routes. Opportunities like this are increasingly hard to find. A prime homesite, golf course views, generous garage space, and flexible potential all in one of Wesley Chapel’s most recognizable resort communities.

  • Directions: Take Oakley Blvd to Wesley Chapel Blvd. Use the left 2 lanes to turn left onto Wesley Chapel Blvd. Take Saddlebrook Way to Whippoorwill Ln.
  • County: Pasco
  • Geo subdivision: SADDLEBROOK UNREC SUB

Nearby Schools

Wesley Chapel Elementary-PO

Thomas E Weightman Middle-PO

Wesley Chapel High-PO

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent 🇺🇸

See also

For Sale
33332 CASTAWAY LOOP, WESLEY CHAPEL, FL - 33543
$985,000.00
4 bds
4.5 ba
2,916 sqft
33332 CASTAWAY LOOP, WESLEY CHAPEL, FL - 33543
For Sale
7406 SWEETER TIDE TRAIL, WESLEY CHAPEL, FL - 33545
$915,000.00
5 bds
4 ba
3,761 sqft
7406 SWEETER TIDE TRAIL, WESLEY CHAPEL, FL - 33545
For Sale
35576 BIG HAWK DRIVE, ZEPHYRHILLS, FL - 33541
$1,032,345.00
4 bds
4 ba
3,124 sqft
35576 BIG HAWK DRIVE, ZEPHYRHILLS, FL - 33541
Stellar MLS
  • Source: Stellar MLS
  • MLS #: TB8473295
Listing updated: February 16, 2026 at 7:48PM
Listing provided by: Ali St Cyr, TOMLIN, ST CYR & ASSOCIATES LLC
Last checked 0 seconds ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.